ORGANIC CHEMISTRY LAB I

IR INTERPRETATION EXERCISE
NAME ______________________________________________

ASSIGNMENT GRADE __________

Total points: 100

Assign one of the structures A J presented on page 2 to each of the IR spectra provided (1 10). Base your assignment on one or more key frequencies, according to guidelines presented in the recitation notes and on p. A19A31
of your textbook. Especially useful are p. A19 and A20. For each spectrum do the following:
1. Mark key absorption frequencies in the spectrum, and associate each with a specic bond (e.g. OH, C=O).
Keep in mind that there are usually only one or two key bands in each spectrum, although in some cases you
might observe up to three. Do not label the alkane CH stretch, since these bands are present in most organic
compounds.
2. Assign a letter from the structures given (A J). There is only one structure per spectrum.
3. Identify the main functional group present in the structure (i.e. ketone, alcohol, etc.).
4. Provide approximate frequency values for the bands you labeled in the spectrum (in cm1), and identify their
shape (broad, medium, or narrow) and intensity (weak, medium, or strong).
Each of the above items is worth 2.5 points, for a total of 10 points per question.

EXAMPLE
OCH 3

OH

STRUCTURE
CHOICES:

OH

SPECTRUM
WITH KEY
BANDS
LABELED

MOLECULE ASSIGNED: X

MAIN FUNCTIONAL GROUP: Carboxylic acid

KEY BANDS:

Bond: OH

Approximate frequency: 3000

Shape: broad

Intensity: strong

Bond: C=O

Approximate frequency: 1700

Shape: medium

Intensity: strong

INCOMPLETE OR UNCLEAR ANSWERS WILL RECEIVE NO CREDIT.

STRUCTURES

OH

O
H

CH 3

CH 3

CH 3

O
OH

CH 3CH 2CH 2CH 2C

CH

NH 2

SPECTRUM 1

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 2

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 3

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 4

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 5

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 6

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 7

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 8

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 9

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________

SPECTRUM 10

MOLECULE ASSIGNED: _____

MAIN FUNCTIONAL GROUP: ______________________________________

KEY BANDS:
Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________

Bond: ________

Approximate frequency: _________

Shape: ______________

Intensity: ______________
GRADE _______________